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Synthesis and spectral correlation study of some 3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-yl-ethanones

Treść / Zawartość
Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Some N-acetyl pyrazoles including 3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-yl-ethanones have been synthesised by solvent free cyclization cum acetylation of chalcones including substituted styryl 3,4-dichlorophenyl ketones using hydrazine hydrate and acetic anhydride in presence of catalytic amount of fly-ash: H2SO4 catalyst. The yield of these N-acetyl pyrazole derivatives are more than 75 %. The synthesised N-acetyl pyrazoline derivatives were characterized by their physical constants and spectral data. The infrared spectral νC=N and C=O (cm-1) frequencies, NMR chemical shifts (δ, ppm) of Ha, Hb, Hc, CH3 protons, C=N, C=O and CH3 carbons of 1-(3-(3,4-dichlorophenyl)-5-(substitutedphenyl)-4,5-dihydro-1H-pyrazole-1-yl) ethanones have been assigned and correlated with Hammett substituent constants and Swain-Lupton’s parameters using single and multi-regression analysis. From the results of statistical analyses the effect of substituents on the above group frequencies and chemical shifts of the acetylated pyrazoles were discussed.
Rocznik
Tom
Strony
44--57
Opis fizyczny
Bibliogr. 31 poz., rys., wz., tab.
Twórcy
  • Department of Chemistry, Annamalai University, Annamalainagar - 608 002, India
autor
  • AGM, Archean Group, Chennai - 600 028, India
Bibliografia
  • [1] Osman H. A. A., Yosef T. S., Hafez A. A. E., Sawy H. A., Mousa A. S., Hassan S. A., Aust. J. Basic Appl. Sci. 6 (2012) 852-863.
  • [2] Zhao P. L., Wang F., Zhang M. Z., Liu Z. M., Huang W., Yang G. F., J. Agric. Food Chem. 56 (2008) 10767- 10777.
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  • [4] Mistry R. N., Desai K. R., E. J. Chem. 2(2005) 30-41.
  • [5] Kanagarajan V., Ezhilarasi M. R., Gopalakrishnan M., Spectrochim. Acta. 78A (2011) 635-639.
  • [6] Srivastava Y. K., Malhotra G., Gothwal P., Rasayan J. Chem. 3 (2010) 584-588.
  • [7] Holla B. S., Shivananda M. K., Akberali P. M., Shenoy M. S., Indian J. Chem. 39B (2000) 440-447.
  • [8] Lv P. C., Li H. Q., Sun J., Zhou Y., Zhu H. L., Bioorg. Med. Chem. 18 (2010) 4606-4614.
  • [9] Mosaad M. S., Mohsen K. M., Emad K. M. M., Abotaleb N., Salwa N. M., Marwa A. F., Acta Poloniae Pharm.-Drug Res. 67 (2010) 159-171.
  • [10] Shah S. H., Patel P. S., Int. J. Chem. Tech. Res. 4 (2012) 933-938.
  • [11] Ethiraj K. R., Nithya P., Krishnakumar V., Jesil Mahew A., Nawaz Khan F., Res. Chem. Intermed. (2012), DOI 10.1007/s11164-012-0718-3.
  • [12] Singh M., Raghav N., Int. J. Pharm. Pharm. Sci. 5 (2013) 80-86.
  • [13] Rana A. K., Lade S. B., Sorathia S., Joshi M. J., Shah N. M., Der Chim. Sinica. 3 (2012) 965-969.
  • [14] Solankee A., Patel R., Patel K., Der Chim. Sinica. 3 (2011) 317-324.
  • [15] Abdel Hafez O. M., Ahmed Kh M., Haggag E. E., Molecules. 6 (2001) 396-405.
  • [16] Sathiyamoorthi K., Mala V., Palanivel Sakthinathan S., Kamalakkannan D., Suresh R., Vanangamudi G., Thirunarayanan G, Spectrochim. Acta. 112 (2013) 245-256.
  • [17] Sakthinathan S. P., Vanangamudi G., Thirunarayanan G., Spectrochim. Acta. 95A (2012) 693-700.
  • [18] Thirunarayanan G., Mayavel P., Thirumurthy K., Dineshkumar S., Sasikala R., Nisha P., Nithiyaranjani A., Eur. Chem. Bull. 2 (2013) 598-605.
  • [19] Thirunarayanan G., Sekar K. G., International Letters of Chemistry, Physics and Astronomy 10 (2013) 18-34.
  • [20] Thirunarayanan G., Sekar K. G., J Korean Chem. Soc. http://dx.doi.org/10.5012/jkcs.2013.57.5.1
  • [21] Thirunarayanan G., Gopalakrishnan M., Vanangamudi G., Spectrochim. Acta. 67A (2007) 1106-1112.
  • [22] Suresh R., Kamalakkannan D., Ranganathan K., Arulkumaran R., Sundararajan R., Sakthinathan S. P., Vijayakumar S., Sathiyamoorthy K., Mala V., Vanangamudi G., Thirumurthy K., Mayavel P., G. Thirunarayanan, Spectrochim. Acta. 101A (2013) 239-248.
  • [23] Subramanian M., Vanangamudi G., Thirunarayanan G., Spectrochim Acta. 110A (2013) 116-123.
  • [24] Thirunarayanan G., Vanangamudi G., Spectrochim Acta., 81A (2011) 390-396.
  • [25] Thirunarayanan G., Vanangamudi G., Sathiyendiran V., Ravi K, Indian J. Chem. 50B, (2011) 593-604.
  • [26] Thirunarayanan G., Indian Journal of Chemistry 46B (2007) 1511-1517.
  • [27] Swain C. G., Lupton E. C. Jr., J. Am. Chem. Soc. 90 (1968) 4328-4337.
  • [28] S. Vijayakumar, R. Arulkumaran, R. Sundararajan, S. P. Sakthinathan, R. Suresh, D. Kamalakkannan, K. Ranganathan, K. Sathiyamoorthy, V. Mala, G. Vanangamudi, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 9(1) (2013) 68-86.
  • [29] R. Arulkumaran, S. Vijayakumar, R. Sundararajan, S. P. Sakthinathan, D. Kamalakkannan, R. Suresh, K. Ranganathan, P. R. Rajakumar, G. Vanangamudi, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 5 (2013) 21-38.
  • [30] R. Arulkumaran, S. Vijayakumar, R. Sundararajan, S. P. Sakthinathan, D. Kamalakkannan, R. Suresh, K. Ranganathan, G. Vanangamudi, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 4 (2012) 17-38.
  • [31] K. Ranganathan, R. Suresh, D. Kamalakkannan, R. Arulkumaran, R. Sundararajan, S. P. Sakthinathan, S. Vijayakumar, G. Vanangamudi, K. Thirumurthy, P. Mayavel, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 4 (2012) 66-75.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-5394dbb2-f903-4370-a837-65a209946d27
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